Pick Your Own Apples Near Chicago

All Seasons Apple Orchard - Woodstock, IL
The McHenry County farm is run by James and Sue Hong, who purchased it in 1989 and planted the apple orchard. They have more than ten varities of apples and pears for picking in September and October. A 10 acre corn maze with 3 miles of paths and a lookout bridge features both a challenging path through the corn and a shorter path for kids. Pumpkin picking and many barnyard activities like the petting zoo, jumping pillow, mini zip line and pig races (weekends only). Their farm market features farm made apple cider, cider donuts, fudge and kettle corn, pies and other baked goods, as well as local honey and other products. Located about 90 minutes from Chicago.

Apple Holler - Sturtevant, WI
Pick pumpkins or pick your own apples in their 75 acre orchard. There is also a farm park with corn maze, slides, bounce house, pony rides, pedal cart rides, gemstone mining and more. Farm animals feature goat walk and Haflinger horses. Country store offers gifts, crafts and more. Special event in September is the Apple Pickin’ Family Festival and October is the month for Apple Pickin’ and Scarecrow Festival. The farm was established in 1988, it has been owned and operated by the Flannery family for more than 25 years.  If you pay for apple picking, you get free wagon ride and farm park admission. Some activities require activity tickets that can be purchased for an additional cost. The farm is located 27 miles south of Milwaukee at 5006 South Sylvania Ave., Sturtevant, Wisconsin.

County Line Orchard - Hobart, IN
The closest u-pick apple orchard to downtown Chicago is actually located in Indiana. They have more than ten varieties for PYO. Fresh pressed cider available in 1/2 gallon and 1 gallon sizes. They also have a toddler play area and cut two maze designs into their corn every year. Apple spiced and pumpkin spiced donuts are made fresh daily. Caramel apples, homemade fudge, pies and breakfast breads also available. Since the start of their farm, they have planted more than 10,000 apple trees in more than 30 varieties.

Currans Orchard - Rockford, IL
Open daily in fall for pick your own apples. More than ten varieties of apples are grown here including Gala, McIntosh, Honey crisp, Jonathan, Empire, Red Delicious and Granny Smith apples, and they are available for PYO from the beginning of September through late October. Enjoy apple cider, cider donuts, pie, and caramel apples. The farm market also offers local products such as honey, maple syrup, jams, and more. Their entertainment options include wagon rides, farm animals, apple launcher, crafts and straw bale mini-maze.

Edwards Orchard West - Winnebago, IL
A Northwest Winnebago County orchard with apple and pumpkin picking. They offer 18 varieties of apples. Enjoy homemade apple cider, apple cider donuts, cider slushies and homemade caramel apples. Kids can also enjoy the petting farm, wagon slide, corn crib and play area, and they offer tractor rides into the orchard on the weekend. Located northwest of Rockford.

Heinz Orchard - Green Oaks, IL
A no-frills apple orchard in Lake County, located a little over 30 miles from downtown Chicago. It has been operating for more than fifty years. There is no admission fee and free parking. Purchase 1/2 peck or one peck bags before entering the orchard. Cash only.

Honey Hill Orchard - Waterman, IL
A family owned and operated pick your own orchard that started as a hobby in 1965. They have 25 different varieties of apples ripen every year, and open for the season in late August. The pumpkin patch opens in late September. Enjoy cider donuts, pumpkin donuts (last two weekends in October), oven pies and hand-dipped caramel apples. They have free wagon rides on weekends, and their entertainment area includes a straw maze and a petting zoo. The Country Store offers apple cider, locally grown honey, gourmet foods, candles, crafts, fall ornamentals and gifts. Special events: The Pumpkin Harvest Weekend is in mid-October, and features specials on pumpkins as well as pumpkin donuts and pie.

Jonamac Orchard - Malta, IL
Apple picking starts Labor Day weekend on their 20 acre orchard. In total, they grow more than 40 varieties of apples available for picking or purchase in their store. Pumpkin patch opens in late September. The store and bakery offers local products as well as farm made fudge, apple cider, caramel apples, cider donuts, pies, and other baked goods. Their cider house has hard ciders and apple wines. Activities include an apple cannon, pony rides, children’s area, petting zoo, jumping pillow and corn maze. They also have a haunted house attraction. Located about one hour and 45 minutes away from Chicago.

Royal Oak Farm - Harvard, IL
Pick your own orchard with 17,000 apple trees and 30 different varieties located in Northern Illinois near the Wisconsin state line. U-pick apples and pumpkins at the east side of the orchard. They also have an apple tree maze, with 1.5 miles of trails. Bakery has fresh apple cider donuts and apple cider slushies. The entertainment area includes a petting zoo, replica train, concert gazebo, and play area. Take a train, carousel, or orchard tour ride. They are located 15 minutes south of Lake Geneva, Wisconsin.